Wang Mengning, Zhang Xiaomei, Ma Mengtao, Zhao Binlin
Department of Chemistry and Materials Science, College of Science, Nanjing Forestry University, Nanjing 210037, China.
Org Lett. 2022 Aug 19;24(32):6031-6036. doi: 10.1021/acs.orglett.2c02330. Epub 2022 Aug 5.
The efficient palladium-catalyzed synthesis of esters from readily available arenes has been developed. These C-H bond esterifications were achieved relying on the regioselective thianthrenation to generate the aryl-TT salts, which were treated as reactive electrophilic substrates to couple with phenol formate and -hydroxysuccinimide (NHS) formate giving access to phenol esters and NHS esters, respectively, in the absence of carbon monoxide. A wide range of functional esters could be prepared with high efficiency under this redox-neutral palladium-catalytic condition. Late-stage functionalization and investigations of synthetic applications demonstrated the potential application of the established platform and these products.
已开发出从易得芳烃高效钯催化合成酯的方法。这些C-H键酯化反应是通过区域选择性噻蒽化生成芳基-TT盐来实现的,在没有一氧化碳的情况下,这些盐被视为活性亲电底物,分别与酚酯和N-羟基琥珀酰亚胺(NHS)酯偶联,从而分别得到酚酯和NHS酯。在这种氧化还原中性的钯催化条件下,可以高效地制备多种功能酯。后期功能化和合成应用研究证明了所建立的平台和这些产物的潜在应用。